ORGANIC CHEflISTRY. J F SOKRIS. XEVIEWVLR
flolecular Dissociation of Nitroso Compounds. BY EDWARD KREMERS. Pharm. Aidzizes, I , 102--107.-The author discusses the change in color from white to blue of nitroso compounds, and comes to the conclusion that true nitroso compounds are bimolecular and that they become monomolecular when heated in solution. This dissociation is accompanied by a change in color. Exception is taken to the theory put forward by Baeyer in connection with these compounds. Note on the Crystallography of a Reduction-product of A4-Terpen-3-one. BY WILLIAXH. HOBBS. Pharm. Archives, 2 , 21-23. Some of the Unpublished Results of the Investigations of t h e Tannins by the Late Professor Henry Trimble. BY JOSIAHC. PEACOCK.A m . JOUY. Pharm., 72, 334-3+3.-The results of a large number of analyses of tannins from different sources are given. T h e hide-ponder method was used exclusively in t h e work. Note on TestiQg Formaldehyde. BY L Y ~ I' K. KEBLER. Am. J . Phamz., 70, 432-133.-In making a quantitatire determination of formaldehyde by means of ammonia, it was found necessary to let the solutions remain in confact with one another for six hours in order to effect complete reaction. A t the end of fifteen minutes, reaction had taken place to the extent of about one-half the total amount. On the Preparation of Nucleic Acids* BY P. A. LEVENE. J . Am. Chevz. Soc., 22, 329-331.-Nucleic acid was prepared from the extract obtained by treating flesh tissues with sodium hydroxide. The solution n-as nearly neutralized with acetic acid, and picric acid was added to precipitate the proteid material. T h e acid was obtained by precipitating it from the filtered solution by means of alcohol. On Urea-imido Esters, Thio-urea-imido Esters, Acylthiourea-imido Esters, and Urea-amidines. B r H E N R YL.WHEELER A X D W.MURRAYSASDERS. 1. i3m. Chenz. Sac., 22, 365-379,I t is shown that representatives of new classes of compounds, isomeric or metameric with the acylpseudourea ethers, acylpseudothiourea ethers, and diacylpseudothiourea ethers can be prepared bv combining isocyanates, mustard oils, and acylsulphocyanates with imido esters. T h e preparation and properties of a number of new substances belonging to these classes are described.
OYgalliL CheJJIiSfYy.
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The Direct Synthesis of Ketodihydroquinazolines from Orthoa m i n o Acids. BY MARSTONTAYLOR BOGERTAND AUGUST HENRYGOTTHELF. J. A m . Chem. Soc., 22, 522-536.-The authors discuss fully the probable course of the reaction between anthranilic acid and acetonitrile by which 2-methyl-4-ketodihydroquinazoline is formed, and describe the hydrochloride, chlorplatinate, nitrate, chromate, and methyl ether of the quinazoline derivative. On the Hydrocarbons in Heavy Texas Petroleum.
BY
CHARLES F. MABERYA N D D. M. BUCK. J . A m . Chern. Sac., 22, 553-j56.-From analyses and molecular weight determinations of the fractions obtained by distilling a heavy Texas petroleum under diminished pressure the conclusion is drawn that the oil contains hydrocarbons from C,,H,, to C,,H,, of the series C,H,,-,, and higher hydrocarbons C,,H,, to C,,H,, of the series c*Hz”-4.
The Action of Sodium Alcoholate upon Anisylidene Acetophenonedibromide. BY F. J. PONDAND ARTHURS. SHOFFSTALL. J. A m . Chem. Sac., 22, 658-685.-1n a former paper (this Rev., 5 , 129) it was stated that sodium methylate reacts with the dibromides of certain unsaturated ketones of the general formula R.CH : CH.CO.C,H,, yielding diketone tones of the formula R.CO.CH,.CO.C,H,. T h e authors now show that the reaction-products have the formula R. C ( O H ) : CH. CO. C,H,, for they form copper and iron salts, and exhibit the general reactions of compounds which contain the grouping -C(OH)=CH-. When a solution of anisylidene acetophenone dibromide in alcohol was boiled, hydrogen bromide.was eliminated and an additionproduct of monobromanisylidene acetophenone and alcohol was formed. By the action of hydroxylamine hydrochloride upon an alcoholic solution of a-oxyanisylidene, a ,y-methoxyphenylphenylisoxazole was produced. An isomeric isoxazole derivative was formed by the action of potassium hydroxide upon a mixture of anisylidene acetophenone dibromide and hydroxylamine hydrochloride. Bromine converts a-oxyanisylideneacetophenone into the compound CH,O.C,H,. CO.CHBr.CO.C,H,. T h e reaction b y which the enolic ketone is formed from anisylidene acetophenone dibromide was shown to take place in the manner represented by the following equations : 2RCHBr.CHBr.CO.R zNaOCH, = RCHBr.CH(OCH,)CO.R RCBr : CH.CO.R CH,OH aNaBr ; RCBr : CH.CO.R NaOCH, = RC(OCH,) : CH.CO.R NaBr ; RC(OCH,): CH.CO.R+ H O H = R C ( 0 H ) : C H . C O . R iCH,OH. T h e intermediate products in the reaction were isolated and studied.
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Review of Ameiican Chemical Research.
On the Preparation of Triphenylchlormethane. BY XI. GOXBERG.J . Am. Chem. Soc., 2 2 , 7j2-757.-It is shown t h a t when carbon tetrachloride and benzene react iri the presence of aluminum chloride, the product formed is triphenylchlormethane, and not triphenylmethane. the substance which heretofore h a s been considered the result of this reaction. When care was taken to prevent the decomposition of the reaction-product by water a yield of 67 per cent. of the theoretical quantity was obtained. An Instance of Trivalent Carbon : Triphenylmethyl. BY M. GOMBERG.J. A m . Chem. Soc., 2 2 , 75;-771.-When a solution of triplienylchlormethane in benzene or carbon disulphide is treated with mercury, silver, or zinc, the halogen is removed and, in the presence of air, a precipitate is formed nhich mas shown by analyses and molecular weight determinations to have t h e composition represented by the formula ( C,H,) 3C-O-O(C,H,),. If air is excluded, zinc removes the chlorine quantitatively from the halogen compounds dissolved in benzene in five to six days and no precipitate is formed. T h e solution so produced absorbs oxygen rapidly from the air, atid the peroxide is precipitated. It absorbs chlorine, bromine, and iodineat oo readily. W h e n iodine was used triphenyliodoniethane was formed. This compound was isolated and studied. T h e author considers that t h e highly unsaturated substance formed by the reaction is the radical triphenylmethyl, i C,H,),C --, as it i i evidently not hexaphenylethane, ( C,H5),C-C (C,H,),, the substance which might be expected as the result of the action of a metal on triphenylchlormethane, ( C,S5),C.Cl. T h e structure of the oxygen compound found by the action of oxygen on the unsaturated substance was shown to be IC,H,),C-0-O--G( C,H,) by preparing it from triphenylchlorniethane and sodium peroxide. The peroxide is converted by concentrated sulphuric acid into triphenylcarbinol and gives a hexanitro derivative when treated with nitric acid.
Some Double Salts Containing Selenium. BY J a m s I?. KORRIS. ,4711. C h i n . J . , 2 0 , 4go.-The double chlorides and bromides of selenium and dimethyl- and trimethylamine were prepared and studied. I t was found that in some of the bromides selenium oxybromide was present. No salt containing selenium chloride could be isolated : seleniuni oxychloride and selenium ciioxide, however, united with the hydrochlorides of the amines t u form well crystallized compounds. Double salts containing the perbromides of the amines are also described. The Purification of Phloroglucinol. BY G. S.FRAPS.Am. Chem. J . , 24, 270-271 .-Commercial phloroglucinol, which contains diresorcinol, i s readily purified so that it can be used in the de-
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Inorganic Chemistry.
termination of pentosans in vegetable materials by proceeding a s follows : 11 grams of phloroglucinol are added to 300 cc. of hot dilute hydrochloric acid (sp. gr. 1.06). When only the insoluble impurities have not dissolved the solution is poured into 1200 cc. of cold hydrochloric acid of the same strength. T h e mixture is set aside for several dags in order to allow the diresorcinol to crystallize out. T h e filtered solution is used in determining pentosans. Determinations of furfural by means of phloroglucinol purified in this way were in close agreement with those obtained when a chemically pure compound was used.
Secondary Amines. BY ALFRED has been previously shown by the author (this Rev. 6, 138) that when methyl salicylate is boiled with aniline, the chief products are methylaniline and phenol. I n the present paper, the action of aniline 011 ethyl and isoamyl-salicylate, and of ammonia on niethylsalicylate is described. I n all of these cases, a reaction similar to the one already reported was shown to take place, but only to a very slight degree. When ammonia was used, dimethylamine was formed. Isoamylsalicylate mas prepared readily by boiling for three hours, a solution of salicylic acid in isoamyl alcohol containing a small amount of suwhuric acid. A New Synthesis of
TINGLE.A m . Chem. J., 24, 2 j6-281.--It
The Electrolytic Oxidation of Toluene. BACHER A N D
B r AARONMERZ-
EDGARF. SMITH. J. Am.Chenz.
Soc., 22, 723-
725.-A mixture of toluene, alcohol, and sulphuric acid was placed within a porous cup containing the anode, and electrolyzed. Small quantities of resin, ethyl benzoate, and benzaldehyde were produced. INORGAN IC CHEMISTRY. HENRYFAY,REVIEWER.
Ferrous Iodide. BY C. LORINGJACKSON AND I. H. DERBY. Am. Chem. J., 24, 15-31 ; PYOC.Am. Acad., 35, 213-227.T h e many contradictory statements in regard to anhydrous ferrous iodide, have led the authors to prepare it by different methods, and to study carefully its properties. T h e most convenient method of preparing the substance is to pass iodine vapor over heated iron clippings. This is done in an apparatus consisting of three bicycle tubes so arranged that a current of nitrogen can sweep the iodine over the heated iron, and the ferrous iodide can collect in one of the tubes from which it can be easily removed. The anhydrous ferrous iodide forms crystalline plates of a deep red color with a slight brownish tint ; in thick masses it is nearly black, and when melted it solidifies to a black-
